Palmitoylethanolamide
1 Image
Description: Selective GPR55 agonist. FAAH and PAA substrate
Alternative Names: PEA
Chemical Name: N-(2-Hydroxyethyl)hexadecanamide
Biological Activity
Palmitoylethanolamide is an endogenous lipid that acts as a selective GPR55 agonist (EC50 values are 4, 19 800 and > 30 000 nM at GPR55, CB2 and CB1 receptors respectively). Substrate for fatty acid amide hydrolase (FAAH) and PEA-preferring acid amidase (PAA) and exhibits antinociceptive and anticonvulsant in vivo. Directly activates PPARα (EC50 = 3 μM) producing robust anti-inflammatory actions.Technical Data
M.Wt:
299.5
Formula:
C18H37NO2
Solubility:
Soluble to 20 mM in DMSO and to 25 mM in ethanol
Storage:
Store at RT
CAS No:
544-31-0
The technical data provided above is for guidance only.
For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Background References
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High-throughput genotoxicity assay identifies antioxidants as inducers of DNA damage response and cell death.
Fox JT, Sakamuru S, Huang R
Proc. Natl. Acad. Sci. U.S.A., 2012;109(14):5423-8. -
Neuroprotective activities of palmitoylethanolamide in an animal model of Parkinson's disease.
Esposito E, Impellizzeri D, Mazzon E, Paterniti I, Cuzzocrea S
PLoS ONE, 2012;7(8):e41880. -
The orphan receptor GPR55 is a novel cannabinoid receptor.
Ryberg et al.
Br.J.Pharmacol., 2007;152:1092 -
Anticonvulsant activity of N-palmitoylethanolamide, a putative endocannabinoid, in mice.
Lambert et al.
Epilepsia, 2001;42:321 -
The palmitoylethanolamide family: a new class of anti-inflammatory agents?
Lambert et al.
Curr.Med.Chem., 2002;9:663 -
The search for the palmitoylethanolamide receptor.
Lo Verme et al.
Life Sci., 2005;77:1685 -
Palmitoylethanolamide, endocannabinoids and related cannabimimetic compounds in protection against tissue inflammation and pain: potential use in companion animals.
Re et al.
Vet.J., 2005;173:21
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Citations for Palmitoylethanolamide
The citations listed below are publications that use Tocris products. Selected citations for Palmitoylethanolamide include:
10 Citations: Showing 1 - 10
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A novel crosstalk within the endocannabinoid system controls GABA transmission in the striatum.
Authors: Musella
Sci Rep 2017;7(1):7363
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Palmitoylethanolamide inhibits glutamate release in rat cerebrocortical nerve terminals.
Authors: Lin Et al.
J Neuroinflammation 2015;16:5555
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Palmitoylethanolamide treatment reduces blood pressure in spontaneously hypertensive rats: involvement of cytochrome p450-derived eicosanoids and renin angiotensin system.
Authors: Raso Et al.
Int J Mol Sci 2015;10:e0123602
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Palmitoylethanolamide stimulates phagocytosis of Escherichia coli K1 by macrophages and increases the resistance of mice against infections.
Authors: Redlich Et al.
PLoS One 2014;11:108
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Palmitoylethanolamide exerts neuroprotective effects in mixed neuroglial cultures and organotypic hippocampal slices via peroxisome proliferator-activated receptor-α.
Authors: Scuderi Et al.
Br J Pharmacol 2012;9:49
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Endogenous fatty acid ethanolamides suppress nicotine-induced activation of mesolimbic DA neurons through nuclear receptors.
Authors: Melis Et al.
J Neurosci 2008;28:13985
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'Entourage' effects of N-palmitoylethanolamide and N-oleoylethanolamide on vasorelaxation to anandamide occur through TRPV1 receptors.
Authors: Ho Et al.
Br J Pharmacol 2008;155:837
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Modulation of P-glycoprotein activity by cannabinoid molecules in HK-2 renal cells.
Authors: Nieri Et al.
Br J Pharmacol 2006;148:682
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The endocannabinoid anandamide is a direct and selective blocker of the background K(+) channel TASK-1.
Authors: Maingret Et al.
EMBO J 2001;20:47
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Cannabinoid CB1 receptor and endothelium-dependent hyperpolarization in guinea-pig carotid, rat mesenteric and porcine coronary arteries.
Authors: Chataigneau Et al.
Proc Natl Acad Sci U S A 1998;123:968
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